My Crazy Office | K Squared Enterprises

My Crazy Office is a weekly workplace podcast dedicated to helping listeners navigate their careers. Executive coach Kathi Elster and career therapist Katherine Crowley combine their expertise to solve both serious and silly situations at work. Join Kathi and Katherine as they answer real workplace questions with solid advice and a side of humor. Do you have someone or something at work that’s driving your crazy? Send your questions to info@mycrazyoffice.co. (All submissions kept confidential.)

Facing Uncertainty at Work? Here’s How to Cope

July 15, 2025

With all the changes happening technologically, politically, and economically these days, self care is the easiest thing to drop and the most important thing to increase. In this episode of My Crazy Office, Kathi and Katherine address a topic that many people are contending with: How do you practice self-care in a world of uncertainty? They start with a question from someone who is experiencing a great deal of uncertainty at work due to changes caused by AI. Kathi and Katherine discuss how to take care of yourself when it’s not clear where things are headed.

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Don’t Like Your New Boss?

July 8, 2025

In this episode of My Crazy Office, Kathi and Katherine discuss a common workplace dilemma: What happens if you don’t like your new boss? They start with a question from someone whose former boss retired, and the new boss is a completely different kind of manager. We’ll consider what you can do when management changes in a way that you don’t like.

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Need Your Employee More Than They Need You?

July 1, 2025

On this My Crazy Office podcast, Kathi and Katherine discuss a difficult situation for any manager: What do you do if you need an employee more than they need you? They start with a question from a manager whose key employee is skilled but produces mediocre work and seems unmotivated to improve. Kath and Katherine consider what you can do to motivate an employee who doesn’t really care about
the job.

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Afraid To Give Negative Feedback?

June 10, 2025

In this My Crazy Office podcast, Kathi and Katherine discuss a management challenge that many people face: Being afraid to give negative feedback. They start with a question from someone who oversees three managers but is afraid to give any of them important feedback concerning their weak areas. Kathi and Katherine talk about how to overcome whatever fears prevent you from performing this essential management task.

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Too Busy to Look for a New Job?

May 20, 2025

On this episode of My Crazy Office podcast, Kathi and Katherine address a very important question for people who want to leave their current jobs: What can you do if you’re too busy to look for a new job? We start with a question from someone who knows it’s time to leave their current job but feels overwhelmed with a heavy workload and doesn’t have time to take job seeking actions. Are you too busy to look for a new job? Listen here.